Physcion

Toxin: 

n

Trivial name: 

Anthraquinone, 1,​8-​dihydroxy-​3-​methoxy-​6-​methyl- (8CI); Chrysophanic acid, 6-​methoxy- (4CI); 1,​8-​Dihydroxy-​3-​methoxy-​6-​methylanthraquinone; 1,​8-​Dihydroxy-​3-​methyl-​6-​methoxyanthraquinone; 1,​8-​Dihydroxy-​6-​methoxy-​3-​methyl anthraquinone; 6-​O-​Methylemodin; Emodin 3-​methyl ether; NSC 251670; Parietin; Physcion; Physcione; Rheochrysidin

Systematic name: 

9,​10-​Anthracenedione, 1,​8-​dihydroxy-​3-​methoxy-​6-​methyl-

Molecular formulae: 

C16H12O5

Molecular weight: 

284.26

Chem abstract number: 

521-61-9

Literature reference: 

Production of polyhydroxyanthraquinones by the lower fungi (molds). Raistrick, Harold. Enzymologia (1937), 4, 76-8. 
 Metabolic products of Aspergillus chevalieri. Kitamura, Jiro; Kurimoto, Uzuhiko; Yokoyama, Matatsugu. Yakugaku Zasshi (1956), 76, 972-3. 
 Eurotium (Aspergillus) repens metabolites and their biological activity. Podojil, M.; Sedmera, P.; Vokoun, J.; Betina, V.; Barathova, H.; Durackova, Z.; Horakova, K.; Nemec, P. Folia Microbiologica (Prague, Czech Republic) (1978), 23(6), 438-43. 
 Iron chelating capability of physcion, a yellow pigment from Aspergillus ruber. Engstrom, George W.; McDorman, Donald J.; Maroney, Michael J. Journal of Agricultural and Food Chemistry (1980), 28(6), 1139-41.
 Aspergillus fumigatus CY018, an endophytic fungus in Cynodon dactylon as a versatile producer of new and bioactive metabolites. Liu J Y; Song Y C; Zhang Z; Wang L; Guo Z J; Zou W X; Tan R X. Journal of biotechnology (2004), 114(3), 279-87.
 Two new cytotoxic quinone type compounds from the halotolerant fungus Aspergillus variecolor. Wang, Wenliang; Zhu, Tianjiao; Tao, Hongwen; Lu, Zhenyu; Fang, Yuchun; Gu, Qianqun; Zhu, Weiming. Journal of Antibiotics (2007), 60(10), 603-607.
 A new spiroketal from Aspergillus terreus, an endophytic fungus in Opuntia ficusindica Mill. Wu Shao-Hua; Chen You-Wei; Qin Sheng; Huang Rong. Journal of basic microbiology (2008), 48(2), 140-2.
 Antioxidant metabolites from marine alga-​derived fungus Aspergillus wentii EN-​48. Li, Xin; Li, Xiao-Ming; Xu, Gang-Ming; Li, Chun-Shun; Wang, Bin-Gui. Phytochemistry Letters (2014), 7, 120-123.

Toxicity: 

mouse LD50 intraperitoneal 10mg/kg (10mg/kg) EFFECT: GASTROINTESTINAL: OTHER CHANGES <br />Journal of Agricultural and Food Chemistry. Vol. 27, Pg. 1342, 1979. <a href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Search&amp;db=PubMed&amp;term=397244[PMID]">Link to PubMed</a>

Structure image: 

Species known to produce this metabolite: 

3d image file .c3d (requires Chem3d http://www.cambridgesoft.com/Ensemble_for_Chemistry/ChemBio3D/): 

jmol file (.mol) requires Java to run (http://www.java.com/en/download/help/enable_panel.xml): 


Date uploaded: 

2008-07-14 09:47:52